Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase

Detalhes bibliográficos
Autor(a) principal: Alberto, Eduardo Eliezer
Data de Publicação: 2007
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações do UFSM
Texto Completo: http://repositorio.ufsm.br/handle/1/27355
Resumo: This work presents the synthesis of aminoacid derivatives containing selenium or tellurium. The synthetic strategy employed herein afforded the target compounds in a two-step route. Besides, it awarded a modular characteristic to the products, allowing a quick synthesis of a small library of new compounds with high structural diversity. The synthetic approach employed the amide bond formation between bromocarboxylic acids 1a-c and L-valine and L-phenylalanine methyl ester 2a and 2b respectively. The bromoacetic acid 1a, 3-bromopropionic acid 1b and 4- bromobutyric acid 1c were treated with base and ethyl chloroformate to produce the mixed anhydride in situ, which was then reacted with the aminoesters to form the key intermediates 3a-e in high yields. [...]
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spelling 2022-12-15T13:14:52Z2022-12-15T13:14:52Z2007-02-26http://repositorio.ufsm.br/handle/1/27355This work presents the synthesis of aminoacid derivatives containing selenium or tellurium. The synthetic strategy employed herein afforded the target compounds in a two-step route. Besides, it awarded a modular characteristic to the products, allowing a quick synthesis of a small library of new compounds with high structural diversity. The synthetic approach employed the amide bond formation between bromocarboxylic acids 1a-c and L-valine and L-phenylalanine methyl ester 2a and 2b respectively. The bromoacetic acid 1a, 3-bromopropionic acid 1b and 4- bromobutyric acid 1c were treated with base and ethyl chloroformate to produce the mixed anhydride in situ, which was then reacted with the aminoesters to form the key intermediates 3a-e in high yields. [...]O presente trabalho apresenta a síntese de derivados de aminoácidos contendo selênio ou telúrio. A estratégia sintética adotada permitiu a obtenção dos compostos desejados em apenas duas etapas reacionais. Além disso, ainda conferiu aos mesmos um caráter modular, o que propiciou o acesso rápido a uma ampla série de compostos com grande diversidade estrutural. A estratégia utilizada envolveu a reação de formação de ligação amida entre os ácidos carboxílicos funcionalizados com bromo 1a-c e os cloridratos dos aminoésteres L-valina e L-fenilalanina 2a e 2b, respectivamente. Os ácidos bromo acético 1a, 3-bromo propiônico 1b e o 4-bromo butírico 1c foram tratados com base e cloro formiato de etila para gerar o anidrido misto in situ, este reagiu com os aminoésteres, formando os intermediários chave 3a-e em altos rendimentos. [...]Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESConselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPqFundação de Amparo à Pesquisa do Estado do Rio Grande do Sul - FAPERGSporUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessAtividade biológicaOrganoselênioOrganotelúrioCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidaseSynthesis of aminoacid derivatives containing selenium or tellurium mimetics of glutathione peroxidase enzymeinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisBraga, Antonio Luizhttp://lattes.cnpq.br/0314009951286457Zeni, Gilson RogérioMedeiros, André Luizhttp://lattes.cnpq.br/7953848822612528Alberto, Eduardo Eliezer100600000000600600600600600d5e45968-5c5f-4047-8fe2-72336497309f1db3fe7b-6f14-4b79-878e-d8818d95f64cf9253188-55a6-4f4e-a051-01a4c9970e407560bc64-738f-42d3-9e1b-d2cf4de9a32areponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALDIS_PPGQUÍMICA_2007_ALBERTO_EDUARDO.pdfDIS_PPGQUÍMICA_2007_ALBERTO_EDUARDO.pdfDissertação de Mestradoapplication/pdf1092620http://repositorio.ufsm.br/bitstream/1/27355/1/DIS_PPGQU%c3%8dMICA_2007_ALBERTO_EDUARDO.pdf0688b897c4f49a98410d3d20b57f7cb9MD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8805http://repositorio.ufsm.br/bitstream/1/27355/2/license_rdf4460e5956bc1d1639be9ae6146a50347MD52LICENSElicense.txtlicense.txttext/plain; charset=utf-81956http://repositorio.ufsm.br/bitstream/1/27355/3/license.txt2f0571ecee68693bd5cd3f17c1e075dfMD531/273552022-12-15 10:14:52.609oai:repositorio.ufsm.br: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 Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2022-12-15T13:14:52Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
dc.title.alternative.eng.fl_str_mv Synthesis of aminoacid derivatives containing selenium or tellurium mimetics of glutathione peroxidase enzyme
title Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
spellingShingle Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
Alberto, Eduardo Eliezer
Atividade biológica
Organoselênio
Organotelúrio
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
title_full Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
title_fullStr Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
title_full_unstemmed Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
title_sort Síntese de derivados de aminoácidos contendo selênio ou telúrio miméticos da enzima glutationa peroxidase
author Alberto, Eduardo Eliezer
author_facet Alberto, Eduardo Eliezer
author_role author
dc.contributor.advisor1.fl_str_mv Braga, Antonio Luiz
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/0314009951286457
dc.contributor.referee1.fl_str_mv Zeni, Gilson Rogério
dc.contributor.referee2.fl_str_mv Medeiros, André Luiz
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/7953848822612528
dc.contributor.author.fl_str_mv Alberto, Eduardo Eliezer
contributor_str_mv Braga, Antonio Luiz
Zeni, Gilson Rogério
Medeiros, André Luiz
dc.subject.por.fl_str_mv Atividade biológica
Organoselênio
Organotelúrio
topic Atividade biológica
Organoselênio
Organotelúrio
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description This work presents the synthesis of aminoacid derivatives containing selenium or tellurium. The synthetic strategy employed herein afforded the target compounds in a two-step route. Besides, it awarded a modular characteristic to the products, allowing a quick synthesis of a small library of new compounds with high structural diversity. The synthetic approach employed the amide bond formation between bromocarboxylic acids 1a-c and L-valine and L-phenylalanine methyl ester 2a and 2b respectively. The bromoacetic acid 1a, 3-bromopropionic acid 1b and 4- bromobutyric acid 1c were treated with base and ethyl chloroformate to produce the mixed anhydride in situ, which was then reacted with the aminoesters to form the key intermediates 3a-e in high yields. [...]
publishDate 2007
dc.date.issued.fl_str_mv 2007-02-26
dc.date.accessioned.fl_str_mv 2022-12-15T13:14:52Z
dc.date.available.fl_str_mv 2022-12-15T13:14:52Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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url http://repositorio.ufsm.br/handle/1/27355
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dc.rights.driver.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química
dc.publisher.initials.fl_str_mv UFSM
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Química
publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
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